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246425

Sigma-Aldrich

trans,trans-Dibenzylideneacetone

98%

Sinônimo(s):

1,5-Diphenyl-1,4-pentadien-3-one, trans,trans-1,5-Diphenyl-1,4-pentadien-3-one

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About This Item

Fórmula linear:
C6H5CH=CHCOCH=CHC6H5
Número CAS:
35225-79-7
Peso molecular:
234.29
Número MDL:
MFCD00004790
Código UNSPSC:
12352100
ID de substância PubChem:
24854806
NACRES:
NA.22

Ensaio

98%

forma

solid

pf

104-107 °C (lit.)

solubilidade

acetone: soluble(lit.)
alcohol: slightly soluble(lit.)
chloroform: soluble(lit.)
diethyl ether: slightly soluble(lit.)
water: insoluble(lit.)

cadeia de caracteres SMILES

O=C(\C=C\c1ccccc1)/C=C/c2ccccc2

InChI

1S/C17H14O/c18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16/h1-14H/b13-11+,14-12+

chave InChI

WMKGGPCROCCUDY-PHEQNACWSA-N

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Categorias relacionadas

Aplicação

trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed N-arylation of imidazoles.
Reactant involved in:
  • Nazarov-like cyclization
  • Transfer hydrogenation
  • Lewis acid mediated condensation
  • Hetero-Diels-Alder reactions
  • Asymmetric 1,4-addition reactions
  • Michael addition reactions

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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Rahul Balasaheb Aher et al.
Bioorganic & medicinal chemistry letters, 21(10), 3034-3036 (2011-04-16)
A series of dibenzylideneacetones (A1-A12) and some of their pyrazolines (B1-B4) were synthesized and evaluated in vitro for blood stage antiplasmodial properties in Plasmodium falciparum culture using SYBR-green-I fluorescence assay. The compound (1E, 4E)-1,5-bis(3,4-dimethoxyphenyl)penta-1,4-dien-3-one (A9) was found to be the
Kiyomori A, et al.
Tetrahedron Letters, 40(14), 2657-2660 null
Regina Appiah-Opong et al.
European journal of medicinal chemistry, 43(8), 1621-1631 (2008-02-06)
Inhibition of cytochrome P450 (CYP) is a major cause of drug-drug interactions. In this work, inhibitory potentials of 33 curcumin analogues, i.e. 2,6-dibenzylidenecyclohexanone (A series), 2,5-dibenzylidenecyclopentanone (B series) and 1,4-pentadiene-3-one (C series) substituted analogues of curcumin towards recombinant human CYP1A2
D Batovska et al.
European journal of medicinal chemistry, 42(1), 87-92 (2006-09-30)
A large series of chalcones were synthesized and studied for activity against Candida albicans. The SAR analysis showed that the antifungal activity was highly dependent on the substitution pattern of the aryl rings and correlated to a large extent with
Mengchao Cui et al.
Journal of medicinal chemistry, 54(7), 2225-2240 (2011-03-23)
A new and extensive set of dibenzylideneacetone derivatives was synthesized and screened for affinity toward Aβ(1-42) aggregates. Structure-activity relationships revealed the binding of dibenzylideneacetones to be affected by various substituents. The introduction of a substituent group in the ortho position

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